Stereochemically reliable syntheses of pachastrissamine and its 2-epi-congener via oxazolidinone precursors from an established starting material N-tert-butoxycarbonyl-protected phytosphingosine

Synthesis (Germany)

Volumn 44, Issue 23, 2012, Pages 3609-3612

  Bae, Hoon ^a   Jeon, Hongjun ^a   Baek, Dong Jae ^a   Lee, Dongjoo ^b   Kim, Sanghee ^a  

^a Seoul National University   (South Korea)

^b Dankook University   (South Korea)

Author keywords

heterocycles; natural products; stereoselective synthesis

Indexed keywords

HETEROCYCLES; METHANESULFONATES; NATURAL PRODUCTS; OXAZOLIDINONES; PHYTOSPHINGOSINES; STEREOSELECTIVE SYNTHESIS; TOTAL SYNTHESIS; TRITYLOXY;

STEREOCHEMISTRY;

STEREOSELECTIVITY;

1 [2 OXO 4 [(TRITYLOXY)METHYL] 1,3 OXAZOLIDIN 5 YL]PENTADECYL MESYLATE; 4 (HYDROXYMETHYL) 5 [1 HYDROXYPENTADECYL] 1,3 OXAZOLIDIN 2 ONE; 4 AMINO 2 TETRADECYLTETRAHYDROFURAN 3 OL (2 EPI PACHASTRISSAMINE); 4 AMINO 2 TETRADECYLTETRAHYDROFURAN 3 OL [PACHASTRISSAMINE]; 6 TETRADECYLTETRAHYDROFURO [3,4 D] [1,3] OXAZOL 2 (3H) ONE; N TERT BUTOXYCARBONYL PHYTOSPHINGOSINE; NATURAL PRODUCT; OXAZOLIDINONE DERIVATIVE; PACHASTRISSAMINE; PHYTOSPHINGOSINE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHIRALITY; EPIMERIZATION; ETHERIFICATION; HIGH RESOLUTION MELTING ANALYSIS; OLEFINATION; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; SYNTHESIS; WITTIG REACTION;

EID: 84870247160     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0032-1317506     Document Type: Article

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